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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1637268Generated: October 27, 2026

Water → 5-[N-(N-t-butoxycarbonylglycyl)amino]-2-phenyl-1,3,4,5-tetrahydrobenz[cd]indole

https://huagongshe.com/reaction/1637268

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-(tert-butoxycarbonyl)glycineHCID 78288—
Reactant5-Amino-2-phenyl-1,3,4,5-tetrahydrobenz[cd]indoleHCID 10198818—
ReactantDichlorohexylcarbodiimideHCID 71510291—
SolventDichloromethaneHCID 6344—
Product5-[N-(N-t-butoxycarbonylglycyl)amino]-2-phenyl-1,3,4,5-tetrahydrobenz[cd]indoleHCID 19348298143.9%

Reaction Steps

A portion (200 mg) of the compound obtained in Example 81 and N-t-butoxycarbonylglycine (170 mg) were suspended in methylene chloride (15 ml) and to the suspension was added dichlorohexylcarbodiimide (216 mg) under cooling with ice. The mixture was stirred for 1 hour at room temperature. To the reaction mixture was added water, followed by extraction with ethyl acetate. The organic layer was washed with water and saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. Then, the solvent was distilled off under reduced pressure to yield the titled compound (470 mg) as a crude yellow solid. The compound was used in the subsequent reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06040331
Source datasetuspto-grants-2000_03
ORD IDord-dcc4a09ac9b04152b0917aa97b9017e5
Source noteuspto-grants-2000_03